手性酞菁的合成及其绝对构型(英文)

Chiral Phthalocyanine with Unambiguous Absolute Molecular Structures for Both Enantiomers

在锂存在的条件下在正戊醇中回流环化四聚相应的光学活性的前驱体联二萘[2,1-e:1',2'-g][1,4]二羟基-5,6-邻苯二氰,然后用醋酸酸化处理,合成了一对对映的四个联二萘酚基团取代的手性自由酞菁四(联二萘[1,2-e:1',2'-g]-1,4-二羟基)[2,3-b;2',3'-k;2'',3''-t;2''',3'''-c']酞菁(1),并利用一系列的光谱学方法以及元素分析表征了这种新型的手性酞菁化合物.单晶X衍射分析确定了两种对映体的绝对构型,从而阐明了自由酞菁(1)的手性分配.

（R）-and（S）-Enantiomers of chiral metal free tetrakis（dinaphtho[1,2-e：1’,2’-g]-1,4-dioxocine）-[2,3-b;2’,3’-k;2’’,3’’-t;2’’’,3’’’-c’]phthalocyanine（1） were synthesized via a cyclic tetramerization of the corresponding optically active benzo[b]dinaphtho[2,1-e：1’,2’-g][1,4]dioxocine-5,6-dicarbonitrile（2） in refluxing n-pentanol in the presence of lithium followed by treatment with acetic acid.This novel chiral phthalocyanine compound has been characterized by a series of spectroscopic methods in addition to elemental analysis.The absolute molecular structures of both enantiomers have been unambiguously elucidated by single crystal X-ray diffraction analysis,resulting in the direct assignment of the chirality of metal free phthalocyanine 1.